Family-friendly holiday rentals in Downtown Jacksonville

The Urban Sanctuary - Walkable Riverside w/ Bikes

Enjoy a calm and quiet stay in our newly renovated, stylish unit located in the heart of the Riverside Historic District. Being centrally-located means you'll be just minutes away from Downtown Jacksonville, so you can truly experience everything our city has to offer. Most of the major attractions, including the river, shopping, drinks, entertainment, and restaurants are all just about 10 minutes away. Are you a medical worker? We're super close to almost all the major hospital hubs as well!

Serene Cottage in Walkable, Historic San Marco

This beautifully renovated cottage is a 5-min walk to local Hospitals and Clinics. San Marco Square is within walking distance w/ a theater, shops, & the best restaurants in town. The Southbank Riverwalk is blocks away & lovely for a sunset stroll. The elevated people mover is close by & handy for concert and stadium events. This home is perfect for professionals & health care visitors. Wonderful neighborhoods of Avondale & Riverside are just across the river. Centrally located for easy access.

Better than your average Jacksonville hotel room!

Tired of taking out the trash, and stripping the bed at most Airbnbs? Our quiet and cozy suite is centrally located in the historic Springfield district, next to downtown Jacksonville. This unit is furnished with a queen bed, a queen pull-out sofa bed, and an amazing La-Z-Boy recliner perfect for naps. The bathroom is updated, with excellent water pressure. And, the front porch is exclusive for our guests. There is a stocked Keurig, as well as a refrigerator and microwave, but no kitchen.

Oasis in the Hill

Beautiful pool home and private backyard oasis. This walkable neighborhood is quiet and popular with professionals and families. It's a short walk from many restaurants, bars, and entertainment. This home includes a heated* saltwater pool, pool table, huge covered lanai, fire pit, and campground-style grill. Enjoy this oasis, surrounded by tropical landscaping and pond. We are glad to offer a military/first responder discount of 10% per day up to $100 for your stay upon request w/ valid id.

Modern & Historic quiet house near Arenas|Yard|R&R

Historic Charm + Modern Comfort. Immaculately clean house in historic Sprinfield. Quiet neighborhood within 6 minute drive to Jacksonville arenas. Plenty street parking (SP) infront of the Property. No additional pet fees. A large fenced yard. House is within walking distance of restaurants and breweries. Fully equipped for a great stay. The house was designed to resemble a century-old historic home. Features front and back porches with a built-in L bench for family and friends to gather.

Comfy, Cozy San Marco Gem

Everyone is raving about our San Marco apartment! We've been offering it since late July, 2019 and have been so pleased with the response. It has been wonderful to host great guests from so many different places. Located on a nice street near the St. Johns River, you'll find the unit puts you close to sports, entertainment, restaurants and medical facilities. Each bedroom sleeps 2 people. There is enough room in either the living room or foyer to put an air mattress. Come stay with us!

*Historic Dream *Walkable *1 mile to Downtown Jax

The Lilly House sleeps 6 and offers gated parking, a covered cozy porch with a swing, and courtyard featuring a fire pit, grill, and yard games. WALKING DISTANCE to restaurants, breweries, and coffee shops. Enjoy a stocked kitchen, on-site laundry, smart TVs, WiFi, Bluetooth radio, record player, and workspace. Just 1 mile from downtown Jacksonville and minutes from the TIAA Bank Stadium, Vystar Arena, and more. Pets and events allowed with prior approval. Book your stay today!

Vintage Riverside Cottage w/ King Bed

Welcome to our 1901 "doll house" with timeless charm and contemporary upgrades. From the original cast iron tub that we refinished ourselves, to the brand new butcher block kitchen. You'll find yourself in the Brooklyn area of Riverside and close to 5-points, avondale , murray hill , DT Jax and 4 miles from Daily's Place & Vystar Veterans Arena. Our home has been converted into a Duplex, with this being located in the back and a quiet office located in the front of the building.

New Luxury Riverside • Walk to Dining • Sleeps 6

Discover a newly constructed, stylish and spacious home in the heart of Riverside, Jacksonville. Perfect for families, groups, or business travelers, this modern 3-bedroom, 2-bath home offers comfort and design. Enjoy an open-concept living space, fully equipped kitchen, and bright layout. Located minutes from top restaurants, bars, and shops—everything you need is right at your doorstep. Perfect for families, groups, and wedding guests visiting Riverside

Avondale Retreat - Private Home with Heated Pool

Enjoy the best of both worlds in Riverside! Walk or bike to many shops and restaurants in Historic Murray Hill, Avondale and Five Points, then return to your private, peaceful backyard oasis. Relax in your heated salt water pool, grill outdoors or prepare a meal in the fully stocked kitchen and wind down with a nightcap by the fire pit. Right off I-10 and I-95, close to the Jaguar Stadium, JAX, Mayo Clinic and only 25 minutes to Jax Beaches.

Historic & Modest Apartment 3.0

Entire apartment located in Historic Springfield. The apartment is warm and inviting with modern dark walls, cozy boho inspired decor and a recently updated kitchen and bathroom. The bedroom has a queen size, cool gel memory foam bed. Be sure to read the house rules and neighborhood description so that there are no surprises after your reservation is confirmed. Ring cameras monitor all the entrances and are motion activated.

921- Sleeps 5 & Pets, Cozy San Marco Home Near Fun

Must be min 25 yrs old. This one bedroom home is the perfect space to relax, work or just enjoy some peace! There is lots of open space, plush comfy bed, shared courtyard and excellent location. Enjoy this awesome triplex or take a quick walk and you will be at the shops, restaurants and bars of the trendy San Marco neighborhood in Jacksonville.